Measurement on the solubility of adipic acid in various solvents at high temperature and its thermodynamics parameters

Suren, Sira; Sunsandee, Niti; Štolcová, Magdaléna; Hronec, Milan; Leepipatpiboon, Natchanun; Pancharoen, Ura; Kheawhom, Soorathep

doi:10.1016/j.fluid.2013.10.003

Cited by 43 publications

(61 citation statements)

References 32 publications

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“…To verify the accuracy and reliability of the experimental apparatus and experimental method, the determined solubility of AA and SA in cyclohexanone and HAc would be compared with the published data reported. [13][14][15][16][17]19,21,23 As shown in Figures 2 to 5 and Table 2, the experimental measured solubility was in good agreement with the available literature reported data, which indicates the accuracy and reliability of our experimental technique. 3 and summarized in Figures 6 and 7, in which ω 1 is the mass fraction of GA in GA + cyclohexanone and GA + HAc solvents and x represents the mole fraction solubility of AA in solvent mixtures.…”

Section: Methodssupporting

confidence: 83%

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Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

Liao

Han

et al. 2017

J. Chem. Eng. Data

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In this work, the solubilities of adipic acid and succinic acid in glutaric acid + cyclohexanone and glutaric acid + acetic acid mixtures were measured respectively by using the laser dynamic method under atmospheric pressure, in which the temperature ranged from 296.15 to 340.85 K and the mass fraction of glutaric acid in the binary solvent mixtures ranged from 0.00 to 0.30. The effects of glutaric acid on solubility of adipic acid and succinic acid have been discussed. It is found that the effects of glutaric acid on the solubility of adipic acid and succinic acid were negative and that with the increasing mass fraction of glutaric acid in the mixtures the solubilities of adipic acid and succinic acid would decrease. With the gradual increase of temperature, the measured solubility of adipic acid and succinic acid in glutaric acid + cyclohexanone and glutaric acid + acetic acid mixtures would increase at the constant proportion of solvent mixtures. Then the experimental data were wellcorrelated by the modified Apelblat equation and the modified nonrandom two-liquid (NRTL) activity coefficient models, in which the average relative deviation (ARD) were less than 2.50%, and the values of the solubility calculated showed good agreement with the experimental observation. The interaction parameters of AA and GA and SA and GA were determined first in this work.

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Section: Methodssupporting

confidence: 83%

“…Comparisons between Experimental Solubility of AA, SA in Pure Cyclohexanone, and HAc with the Reported Data in Literatures at Pressure p = 101.3 kPa a,[13][14][15][16][17]19,21,23 …”

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confidence: 99%

Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

Liao

Han

et al. 2017

J. Chem. Eng. Data

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“…The corresponding FTIR spectra are also provided in Figures S3 and S4 . When the solubility values of ADI and FUM in water or aqueous solution are close to or lower than that of PCA [ 67 , 68 ], the two additives crystallized out simultaneously with PCA in Table 1 . Irrespective of the screening method used, only Form I PCA was obtained by the cooling crystallization of PCA in the presence of CIT, GLU, MAO, and TAR ( Table 1 ).…”

Section: Resultsmentioning

confidence: 99%

Crystallization of Form II Paracetamol with the Assistance of Carboxylic Acids toward Batch and Continuous Processes

Yeh

Lee

2022

Pharmaceutics

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Form II paracetamol has captured the interest of researchers due to its improved compressibility. However, its low stability has made it difficult to be produced on a large scale with good reproducibility. In the present study, the selective polymorphic formation of paracetamol was carried out by cooling crystallization with four types of additives: adipic acid, fumaric acid, oxalic acid, and succinic acid. It was found that: (1) the more additives that were added, the higher the probability of forming Form II paracetamol; (2) Form II paracetamol could be induced by seeding the paracetamol aqueous solution with Form II paracetamol and fumaric acid crystals, and not the other three carboxylic acids; (3) a new solution complex of paracetamol–oxalic acid, evidenced by the solubility diagram, was responsible for the selective nucleation of Form II paracetamol in the oxalic acid aqueous solution; and (4) the range of the degree of supersaturation for nucleating Form II paracetamol was extended with the assistance of oxalic acid or fumaric acid. In large-scale crystallization, Form II paracetamol was produced by the continuous crystallization of 44 mg of paracetamol/mL in 50 wt% of fumaric acid aqueous solution with a flow rate of 150 mL/min.

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“… a Standard uncertainties u are u ( T ) = 0.13 K, u r ( p ) = 0.05, u r ( x ) = 0.10. b x Represents the experimental molar fraction of solubility in pure methanol and cyclohexanone, respectively. c RD is the relative deviation between the experimental solubility data and the literature data ,− ,,, and defined RD = ( x – x l )/ x l , x l represents the literature molar fraction of solubility in pure methanol and cyclohexanone, respectively. RAD is the averaged relative deviation and defined RAD = . …”

Section: Methodsmentioning

confidence: 99%

“…Luo measured the solubilities of AA in acetic acid + ε-caprolactone mixtures and cyclohexanone + ε-caprolactone mixtures at the temperature range of 305.55 to 345.15 K . Suren measured the solubilities of AA in various solvents, such as water, acetic acid, acetic acid + water solvent mixtures, cyclohexanol + cyclohexanone solvent mixtures at temperatures ranging from 303.0 to 403.0 K . Li measured the solubilities of AA in GA + acetone solvent mixtures at temperatures ranging from 304.70 to 354.65 K and SA in GA + acetone solvent mixtures at the temperatures ranging from 284.95 to 316.35 K .…”

Section: Introductionmentioning

confidence: 99%

Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Adipate + Methanol Mixtures

et al. 2017

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The solubilities of adipic acid, glutaric acid, and succinic acid in dimethyl adipate + methanol solvent mixtures were measured by the method of dynamic laser under 101.3 kPa. The mass fraction of dimethyl adipate in the solvent mixtures ranged from 0.0 to 1.0, and the temperature ranged from 283.95 to 328.15 K. It was found that with the increase of mass fraction for dimethyl adipate in mixed solvents, the measured solubilities of adipic acid, glutaric acid, and succinic acid would decrease at the same temperature, and with the gradually increase of temperature the measured solubilities of adipic acid, glutaric acid, and succinic acid would increase at the constant proportion solvent mixtures. The experimental data were correlated by the Apelblat model, λh model, and the modified nonrandom two liquid activity coefficient model. Results showed that the largest values of relative average deviation and root-mean-square deviations obtained by the three models were 4.49% and 0.35%, respectively. The three models were proven to give a good representation of the experimental solubilities results. The result of Akaike Information Criterion (AIC) analysis shows that the Apelblat model is the best model to correlate the solubilities of adipic acid and succinic acid and the λh model is the best model to correlate the solubilities of glutaric acid in dimethyl adipate + methanol mixed solvent.

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Measurement on the solubility of adipic acid in various solvents at high temperature and its thermodynamics parameters

Cited by 43 publications

References 32 publications

Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

Crystallization of Form II Paracetamol with the Assistance of Carboxylic Acids toward Batch and Continuous Processes

Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Adipate + Methanol Mixtures

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